Executive Assistant

Kin is redesigning insurance to be smarter, faster, and centered on the customer. We use intelligent pricing, offer seamless bundling, and make every step (from purchasing, servicing to claims) simple and friction-free, especially in the places traditional insurers often ignore.

We empower people to protect what matters most, starting with their homes and expanding to all they value, in a world where climate risks, rising costs, and outdated systems leave too many behind. Our approach has fostered amazing growth, attracted marquee investors, and earned us accolades, including being named to :

Built In Chicago's Best Places to Work, Midsize Companies (2021-2025).

Forbes' America's Best Startup Employers (2021- 2024, Ranked #37 in 2024).

Inc. 5000 Fastest-Growing Private Companies.

Forbes Fintech 50.

Simply put, our people are what make us great we need forward-thinking, inspired game-changers like you to join us in our mission.

So, whats the role?

We are looking for an Executive Assistant who will be a true force multiplier for both the CEO and the executive team. This is not just about scheduling meetings and booking travel. This role is about creating leverage, making sure the CEO is focused on the highest-impact work, and enabling the Chief of Staff to scale leadership priorities across the company.

The right person will thrive in a fast-paced environment, know how to operate with judgment and discretion, and take pride in making complex operations look simple. Youll be embedded in the center of our executive teams workflow and will play a key role in ensuring the company runs smoothly at the top.

This role is based in Chicago with an expectation of 23 days a week in the office.

Core Capabilities

Organizer : Keeps operations tight, with systems and processes that prevent things from slipping through the cracks.

Problem-Solver : Anticipates challenges and resolves them before they escalate.

Communicator : Clear, crisp, and professional in both written and verbal communication. Able to represent leadership effectively.

Trusted Partner : Handles confidential matters with discretion, maturity, and sound judgment.

Tech-Savvy : Highly proficient in Google Workspace, Slack, Navan, and willing to adopt productivity tools like ChatGPT / Claude to increase leverage.

What Youll Own

Calendar & Scheduling

Fully own and optimize the CEOs calendar.

Anticipate and resolve conflicts before they become issues.

Protect time so priorities, not noise, drive the agenda.

Communication & Coordination

Serve as the first line of triage for inbound requests to the CEO, Chief of Staff, and executive team as a whole.

Ensure timely and accurate communication with internal leaders, external partners, board members, and investors.

Draft and polish communications when needed.

Meetings & Travel

Prepare agendas and ensure pre-read materials are distributed.

Capture notes, track action items, and track outcomes / completion.

Manage all travel logistics end-to-end for the executive team.

Effectively manage logistics for in-person board and investor meetings.

Project & Task Management

Track and follow through on key deliverables across the executive team.

Partner with the Chief of Staff to keep executive operating rhythms (executive meetings, board prep, all-hands) running smoothly.

Spot where processes can be tightened and improve them.

Confidentiality & Discretion

Handle sensitive information, conversations, and decisions with the highest level of professionalism.

What Success Looks Like

Within the first 612 months, success in this role means :

The CEOs calendar consistently reflects strategic priorities

The Chief of Staff is spending the majority of their time on strategic projects, not chasing follow-ups

Board meetings, leadership meetings, and external engagements are well-prepared, seamless, and productive

Action items dont get lost; follow-through is consistent

Executives and staff alike feel the benefit of clarity, focus, and efficiency

Executives feel appropriately supported with calendars, travel, and deliverables

What Were Looking For

7+ years of experience supporting a CEO and / or senior executives

Strong organizational systems; able to manage multiple priorities and deadlines with calm focus

Sound judgment on when to escalate, handle directly, or decline

Clear, confident communicator with executives, board members, and investors

Skilled with Google Workspace, Slack, video conferencing platforms, and travel / expense systems (Airbase, Navan); interest in using AI tools to drive productivity

Professional, calm under pressure, and trusted with confidential matters

Able to work seamlessly across functions, build strong relationships, and add value in every interaction

Results-oriented, delivers in a fast-paced environment, and is comfortable navigating ambiguity

Oh, and dont worry, weve got you covered!

We offer a comprehensive benefits program, allowing you to choose the benefits that are best for you and your family, including : Medical, Dental, Vision, Life Insurance, and Disability Insurance options, an Employee Assistance Program, as well as elective voluntary benefits such as accident insurance, hospital indemnity, critical illness, legal assistance, and pet insurance.

In addition to these benefits, we are also excited to offer the following :

Competitive salary and equity

401K with a company match of up to 4%

Flexible PTO for exempt employees, along with 8 company-observed holidays

A paid parental leave program that provides 100% salary continuation of up to 14 weeks for birthing parents and 8 weeks for non-birthing parents

Continuing education and professional development opportunities

Kin will accept applications for the role until November 10th, 2025

For Sales Agents and Customer Service Agents : These roles sit in any of the following 30 states : AL, AZ, CO, FL, ID, IL, IN, KS, KY, MA, MD, ME, MI, MN, MO, MT, NC, NE, NM, NV, NY, OH, OK, PA, SC, TN, TX, UT, VT, VA, WA, and WI.

For all other positions, these roles can sit in any of the following 40 states : AL, AR, AZ, CA (exempt only), CO, CT, FL, GA, ID, IL, IN, IA, KS, KY, MA, ME, MD, MI, MN, MO, MT, NC, NE, NJ, NM, NV, NY, OH, OK, OR, PA, SC, SD, TN, TX, UT, VT, VA, WA, and WI. Please only apply if you are able to live and work full-time in one of the states listed above.

State locations and specifics are subject to change as our hiring requirements shift.

About Kin

Kin is the only pure-play, direct-to-consumer digital insurer focused on the growing home insurance market. We make policies convenient and affordable through a technology platform that delivers a seamless user experience, customized options for coverage, and fast, high-quality claims service. Kin is a fully licensed carrier that offers coverage through its reciprocal exchanges which are owned by its policyholders. To learn more, visit www.kin.com .

EEOC Statement

Kin is proud to be an Equal Employment Opportunity and Affirmative Action Employer. We don't just accept difference we honor it, nurture it, and celebrate it. We dont discriminate based on race, religion, color, national origin, gender (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, or other applicable legally protected characteristics.